Stock Island Vacation Packages from $975

Stock Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort

Northside Resort

Save 100% on your flight

per person

Aug 4 - Aug 10

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.

Beachside Resort & Residences

Save 100% on your flight

per person

Aug 4 - Aug 10

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This smoke-free hotel features a private beach, a marina, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.

Amsterdam's Curry Mansion Inn

Key West Historic District

Save 100% on your flight

per person

Aug 4 - Aug 10

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

An area shuttle and free self parking are featured at this bed & breakfast, along with an outdoor pool. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Save 100% on your flight

per person

Aug 4 - Aug 10

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.

H2O Suites - Adults Only

Old Town Key West

Save 100% on your flight

per person

Aug 4 - Aug 10

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the laundry service. There's a gym on site, and a 24-hour front desk and a rooftop terrace are also provided.

Top Stock Island hotel deals

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$192

per night

May 27 - May 28

A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

Pet friendly

Breakfast available

The Perry Hotel & Marina Key West

7001 Shrimp Road, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$220

per night

May 27 - May 28

A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.

Pet friendly

Breakfast available

Havana Cabana at Key West - Adults Only

3420 N. Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$183

per night

Jun 10 - Jun 11

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.

Hot Tub

Pet friendly

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$272

per night

Jun 4 - Jun 5

This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

Pet friendly

Breakfast available

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Free Cancellation

$272

per night

Jun 19 - Jun 20

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Fairfield Inn and Suites by Marriott Key West

2400 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$163

per night

May 27 - May 28

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking. A poolside bar, a 24-hour front desk, and a terrace are also provided.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Duval Street

4.5/5(3,475 reviews)

With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Mallory Square

4.5/5(3,096 reviews)

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Smathers Beach

4/5(1,151 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Photos of local treasures

Frequently asked questions

How much are vacation packages to Stock Island?

With Travelocity vacation packages, you can live it up in Stock Island for a mere $975. Hotels, flights and experiences — we’ve got you. You’ll save a bunch just by combining your bookings together. With all of that taken care of before you even set off, you won’t have a care in the world.

How long should my Stock Island vacation be?

Most travelers spend about 5 nights in Stock Island, but how long you stay is your call. If you’d like to venture out and explore all the wonderful things this location has to offer, why not hang around for a bit longer?

Where can I get the best vacation package deals for Stock Island?

Travelocity is where to go to score an amazing Stock Island package deal. Take your pick of 400 airlines and 1,000,000 properties around the world and create a travel itinerary that fits your style. With almost endless choice, it’s easy to organize your next big adventure.

Why should I book my Stock Island vacation bundle via Travelocity?

Nothing beats the feeling of knowing you’ve just picked up the best price available — that’s our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you’ve got the formula for a stress-free vacation.

Can I save on my Stock Island car rental if I combine it with hotels and flights?

Certainly — bundle your car, flight and hotel into a Stock Island vacation package and you’ll save tons. With so much to discover in the Stock Island area, that set of wheels will come in handy. Once you’ve buckled up, crank up the music and head to Zoo Miami, a top attraction approximately 110 mi from Stock Island.

What is the best time of year to go to Stock Island?

If you’d prefer to avoid expensive airfares, tourist masses and sold-out hotels, organize your escape outside of January, February and April. The quietest time to visit Stock Island is July, September and December. You’ll find the highest hotel prices in and the lowest in .

Which airport is best for Stock Island?

The best airport for Stock Island is Key West Intl. Airport (EYW). You’ll find it 2 mi northeast of the city center.

Where should I stay when visiting Stock Island?

If you’re searching for somewhere to base yourself, take a look at the Casa Calypso - Beautiful Tropical Style House 3 King Beds Pool 2 Mi To Beach. It’s the top choice for many visitors.